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Orlando-Kissimmee Area, FL 55+ active adult communities & homes for sale - Page 7

468 homes near Orlando-Kissimmee Area

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4.7 rating (18 reviews) Solivita
$300ks - $700ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes
4.4 rating (16 reviews) Del Webb Orlando
$200ks - $500ks
Del Webb Orlando, Davenport, FL
Resale Only | 55+ age-restricted | Built 2007 - 2021 | 937 homes
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 homes
5 rating (3 reviews) Twin Lakes
$200ks - $600ks
Twin Lakes, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 2,000 homes
5 rating (1 reviews) Del Webb Sunbridge
$400ks - $800ks
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes
Want to learn more about 55+ communities in Orlando-Kissimmee Area? 55places can help!
Questions? Call us: (689) 215-8481
4 rating (4 reviews) High Vista at Ridgewood L...
$200ks - $300ks
High Vista at Ridgewood L..., Davenport, FL
Resale Only | 55+ age-restricted | Built 1995 - 2005 | 623 homes
5 rating (1 reviews) VillageWalk at Lake Nona
$300ks - $700ks
VillageWalk at Lake Nona, Orlando, FL
Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 homes
5 rating (1 reviews) Del Webb Oasis
$400ks - $700ks
Del Webb Oasis, Winter Garden, FL
New Construction | 55+ age-restricted | Built 2020 - present | 422 homes
Gatherings of Lake Nona
$300ks - $400ks
Gatherings of Lake Nona, Orlando, FL
New and Resale | 55+ age-restricted | Built 2017 - present | 216 homes
Tohoqua Reserve
$300ks - $600ks
Tohoqua Reserve, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2021 - present | 258 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
3.6 rating (5 reviews) Heritage Hills
$200ks - $400ks
Heritage Hills, Clermont, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 homes
The Lakes at Harmony
$200ks - $400ks
The Lakes at Harmony, Harmony, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 400 homes
5 rating (1 reviews) Esplanade at Highland Ran...
$300ks - $600ks
Esplanade at Highland Ran..., Clermont, FL
Resale Only | 55+ age-restricted | Built 2014 - 2022 | 475 homes
Esplanade at Westview
$300ks - $700ks
Esplanade at Westview, Kissimmee, FL
New Construction | Age-targeted | Built 2025 - present | 600 homes
Westhaven at Ovation - To...
$400ks - $500ks
Westhaven at Ovation - To..., Winter Garden, FL
New Construction | Age-targeted | Built 2025 - present
3.9 rating (7 reviews) Summit Greens
$300ks - $400ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
Want to learn more about 55+ communities in Orlando-Kissimmee Area? 55places can help!
Questions? Call us: (689) 215-8481
Del Webb Lakehaven
$400ks - $800ks
Del Webb Lakehaven, Clermont, FL
New Construction | 55+ age-restricted | Built 2026 - present
5 rating (2 reviews) Palms at Serenoa
$200ks - $400ks
Palms at Serenoa, Clermont, FL
New Construction | 55+ age-restricted | Built 2018 - present | 570 homes
Esplanade at McKinnon Gro...
$300ks - $900ks
Esplanade at McKinnon Gro..., Winter Garden, FL
New Construction | Age-targeted | Built 2024 - present | 658 homes
Lake Henry Estates
$100ks - $300ks
Lake Henry Estates, Haines City, FL
Resale Only | 55+ age-restricted | Built 1992 - 2004 | 280 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Enclave at VillageWalk
$700ks - $1Ms
Enclave at VillageWalk, Orlando, FL
Resale Only | Age-targeted | Built 2015 - 2021 | 144 homes
Serenity Reserve
$400ks
Serenity Reserve, St. Cloud, FL
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 85 homes
Lennar at Sanctuary at We...
$300ks - $500ks
Lennar at Sanctuary at We..., Clermont, FL
New Construction | 55+ age-restricted | Built 2025 - 2026 | 203 homes
Cindy Certified
7584 BENT TREE LOOP, ST CLOUD, FL, 34771, St Cloud, FL 34771
$375,000

3 beds

|

2 baths

|

1,780 sq ft

|

House

7584 BENT TREE LOOP, ST CLOUD, FL, 34771
Twin Lakes 2724 SOUTHLAND ST, ST CLOUD, FL, 34772, St Cloud, FL 34772
$509,900

3 beds

|

3 baths

|

2,365 sq ft

|

House

2724 SOUTHLAND ST, ST CLOUD, FL, 34772
Community: Twin Lakes
VillageWalk at Lake Nona 8523 LEATHERLEAF LN, ORLANDO, FL, 32827, Orlando, FL 32827
$475,000

4 beds

|

3 baths

|

1,720 sq ft

|

Townhouse

8523 LEATHERLEAF LN, ORLANDO, FL, 32827
Tohoqua Reserve 1973 SPRING SHOWER CIR, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$370,500

3 beds

|

2 baths

|

1,701 sq ft

|

House

1973 SPRING SHOWER CIR, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
High Vista at Ridgewood Lakes 215 FITZGERALD LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$314,900

2 beds

|

2 baths

|

1,760 sq ft

|

House

215 FITZGERALD LN, DAVENPORT, FL, 33837
Want to learn more about 55+ communities in Orlando-Kissimmee Area? 55places can help!
Questions? Call us: (689) 215-8481
Cindy Certified
7563 BENT TREE LOOP, ST CLOUD, FL, 34771, St Cloud, FL 34771
$381,900

3 beds

|

2 baths

|

1,515 sq ft

|

House

7563 BENT TREE LOOP, ST CLOUD, FL, 34771
Cindy Certified
1539 ASPEN AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$349,900

4 beds

|

2 baths

|

1,850 sq ft

|

House

1539 ASPEN AVE, DAVENPORT, FL, 33837
Cindy Certified
286 BECKENHAM DR, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$305,000

4 beds

|

2 baths

|

1,811 sq ft

|

House

286 BECKENHAM DR, KISSIMMEE, FL, 34758
Cindy Certified
280 BECKENHAM DR, KISSIMMEE, FL, 34758, Kissimmee, FL 34758
$315,000

4 beds

|

2 baths

|

1,640 sq ft

|

House

280 BECKENHAM DR, KISSIMMEE, FL, 34758
Summit Greens 809 SUMMIT GREENS BLVD, CLERMONT, FL, 34..., Clermont, FL 34711
$309,000

3 beds

|

2 baths

|

1,721 sq ft

|

House

809 SUMMIT GREENS BLVD, CLERMONT, FL, 34...
Community: Summit Greens
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Cindy Certified
16491 GLASSY LOCH LOOP, CLERMONT, FL, 34..., Clermont, FL 34714
$404,990

4 beds

|

2 baths

|

1,936 sq ft

|

House

16491 GLASSY LOCH LOOP, CLERMONT, FL, 34...
Del Webb Lakehaven 6838 CREEK FALLS ALY, CLERMONT, FL, 3471..., Clermont, FL 34714
$494,610

5 beds

|

3 baths

|

2,231 sq ft

|

House

6838 CREEK FALLS ALY, CLERMONT, FL, 3471...
Community: Del Webb Lakehaven
Del Webb Lakehaven 6834 CREEK FALLS ALY, CLERMONT, FL, 3471..., Clermont, FL 34714
$476,590

4 beds

|

3 baths

|

1,896 sq ft

|

House

6834 CREEK FALLS ALY, CLERMONT, FL, 3471...
Community: Del Webb Lakehaven
Gatherings of Lake Nona 7521 LAUREATE BLVD 5403, ORLANDO, FL, 32..., Orlando, FL 32827
$425,000

2 beds

|

2 baths

|

1,549 sq ft

|

Condo

7521 LAUREATE BLVD 5403, ORLANDO, FL, 32...
Westhaven at Ovation - Townes Collection 12732 SUNSET WALK DR, WINTER GARDEN, FL,..., Winter Garden, FL 34787
$649,000

4 beds

|

4 baths

|

2,593 sq ft

|

Townhouse

12732 SUNSET WALK DR, WINTER GARDEN, FL,...
Westhaven at Ovation - Townes Collection 13877 EASDALE ALY, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787
$615,000

4 beds

|

4 baths

|

2,593 sq ft

|

Townhouse

13877 EASDALE ALY, WINTER GARDEN, FL, 34...
Want to learn more about 55+ communities in Orlando-Kissimmee Area? 55places can help!
Questions? Call us: (689) 215-8481
The Lakes at Harmony 3434 SAGEBRUSH ST, HARMONY, FL, 34773, Harmony, FL 34773
$365,000

3 beds

|

2 baths

|

1,852 sq ft

|

House

3434 SAGEBRUSH ST, HARMONY, FL, 34773
Twin Lakes 2748 GREENLANDS ST, ST CLOUD, FL, 34772, St Cloud, FL 34772
$439,900

3 beds

|

2 baths

|

1,863 sq ft

|

House

2748 GREENLANDS ST, ST CLOUD, FL, 34772
Community: Twin Lakes
Esplanade at McKinnon Groves 17806 SEDONA ST, WINTER GARDEN, FL, 3478..., Winter Garden, FL 34787
$672,509

2 beds

|

2 baths

|

1,843 sq ft

|

House

17806 SEDONA ST, WINTER GARDEN, FL, 3478...
Solivita 3497 FALLBROOK DR, KISSIMMEE, FL, 34759, Kissimmee, FL 34759
$259,900

2 beds

|

2 baths

|

1,499 sq ft

|

House

3497 FALLBROOK DR, KISSIMMEE, FL, 34759
Community: Solivita
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Esplanade at McKinnon Groves 11221 CARDING MILL LN, WINTER GARDEN, FL..., Winter Garden, FL 34787
$758,188

3 beds

|

3 baths

|

2,085 sq ft

|

House

11221 CARDING MILL LN, WINTER GARDEN, FL...
Westhaven at Ovation - Townes Collection 12830 SUNSET WALK DR, WINTER GARDEN, FL,..., Winter Garden, FL 34787
$471,000

3 beds

|

3 baths

|

1,857 sq ft

|

Townhouse

12830 SUNSET WALK DR, WINTER GARDEN, FL,...
Cindy Certified
15033 LAKE BESSIE LOOP, WINTER GARDEN, F..., Winter Garden, FL 34787
$594,900

4 beds

|

3 baths

|

2,240 sq ft

|

House

15033 LAKE BESSIE LOOP, WINTER GARDEN, F...
Cindy Certified
2950 SUNSTAR DR, ST CLOUD, FL, 34772, St Cloud, FL 34772
$417,500

3 beds

|

2 baths

|

1,680 sq ft

|

House

2950 SUNSTAR DR, ST CLOUD, FL, 34772
Cindy Certified
7630 BENT TREE LOOP, ST CLOUD, FL, 34773, St Cloud, FL 34773
$412,900

4 beds

|

2 baths

|

1,820 sq ft

|

House

7630 BENT TREE LOOP, ST CLOUD, FL, 34773
Cindy Certified
7569 BENT TREE LOOP, ST CLOUD, FL, 34773, St Cloud, FL 34773
$355,000

3 beds

|

2 baths

|

1,415 sq ft

|

House

7569 BENT TREE LOOP, ST CLOUD, FL, 34773
Cindy Certified
1113 CITRUS LANDINGS BLVD, DAVENPORT, FL..., Davenport, FL 33837
$360,000

3 beds

|

2 baths

|

1,970 sq ft

|

House

1113 CITRUS LANDINGS BLVD, DAVENPORT, FL...
Want to learn more about 55+ communities in Orlando-Kissimmee Area? 55places can help!
Questions? Call us: (689) 215-8481
Westhaven at Ovation - Townes Collection 12792 SUNSET WALK DR, WINTER GARDEN, FL,..., Winter Garden, FL 34787
$527,000

4 beds

|

3 baths

|

1,930 sq ft

|

Townhouse

12792 SUNSET WALK DR, WINTER GARDEN, FL,...
Del Webb Orlando 212 GRANADA LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$403,900

3 beds

|

2 baths

|

1,568 sq ft

|

House

212 GRANADA LN, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Cindy Certified
5207 HAVEN VIEW DR, CLERMONT, FL, 34714, Clermont, FL 34714
$389,490

3 beds

|

2 baths

|

1,875 sq ft

|

House

5207 HAVEN VIEW DR, CLERMONT, FL, 34714
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Westhaven at Ovation - Townes Collection 13861 EASDALE ALY, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787
$539,000

4 beds

|

3 baths

|

2,031 sq ft

|

Townhouse

13861 EASDALE ALY, WINTER GARDEN, FL, 34...
Westhaven at Ovation - Townes Collection 12808 SUNSET WALK DR, WINTER GARDEN, FL,..., Winter Garden, FL 34787
$495,000

4 beds

|

3 baths

|

1,897 sq ft

|

Townhouse

12808 SUNSET WALK DR, WINTER GARDEN, FL,...
Cindy Certified
365 JYOTI DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$330,000

4 beds

|

2 baths

|

1,821 sq ft

|

House

365 JYOTI DR, DAVENPORT, FL, 33837
Cindy Certified
988 VINEYARD RIDGE RD, MINNEOLA, FL, 347..., Minneola, FL 34715
$524,900

4 beds

|

2 baths

|

2,215 sq ft

|

House

988 VINEYARD RIDGE RD, MINNEOLA, FL, 347...
Cindy Certified
1013 SADIE RIDGE RD, CLERMONT, FL, 34715, Clermont, FL 34715
$457,500

4 beds

|

2 baths

|

1,846 sq ft

|

House

1013 SADIE RIDGE RD, CLERMONT, FL, 34715
Del Webb Oasis 15806 GEM VIEW ST, WINTER GARDEN, FL, 34..., Winter Garden, FL 34787
$495,000

2 beds

|

2 baths

|

1,574 sq ft

|

Villa

15806 GEM VIEW ST, WINTER GARDEN, FL, 34...
Community: Del Webb Oasis
Cindy Certified
5041 CASPIAN ST, ST CLOUD, FL, 34771, St Cloud, FL 34771
$335,000

4 beds

|

3 baths

|

1,825 sq ft

|

Townhouse

5041 CASPIAN ST, ST CLOUD, FL, 34771
Cindy Certified
357 NOVA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$327,500

3 beds

|

2 baths

|

1,593 sq ft

|

House

357 NOVA DR, DAVENPORT, FL, 33837
Want to learn more about 55+ communities in Orlando-Kissimmee Area? 55places can help!
Questions? Call us: (689) 215-8481
Del Webb Orlando 418 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$346,500

3 beds

|

2 baths

|

1,713 sq ft

|

House

418 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Twin Lakes 2740 SOUTHLAND ST, ST CLOUD, FL, 34772, St Cloud, FL 34772
$589,900

3 beds

|

3 baths

|

2,208 sq ft

|

House

2740 SOUTHLAND ST, ST CLOUD, FL, 34772
Community: Twin Lakes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.



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REIN updates its listings on a daily basis. Data last updated: Aug 25, 2026.
This application does not include information on all of the properties available for sale at this time.

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